2-[2-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-indol-3-yl]acetic acid

Details

• Internal ID: a0d47ab6-f9a8-41ac-9a72-a93563e2399f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-[2-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-indol-3-yl]acetic acid
• SMILES (Canonical): C1=CC=C2C(=C1)C(C(=O)N2)(CC(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(C(=O)N2)(CC(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C16H19NO9/c18-6-9-11(21)12(22)13(23)14(25-9)26-16(5-10(19)20)7-3-1-2-4-8(7)17-15(16)24/h1-4,9,11-14,18,21-23H,5-6H2,(H,17,24)(H,19,20)
• InChI Key: DNQQEEOKVVSMQI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₉
• Molecular Weight: 369.32 g/mol
• Exact Mass: 369.10598118 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5498	54.98%
Caco-2	-	0.9263	92.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4829	48.29%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9736	97.36%
P-glycoprotein inhibitior	-	0.8737	87.37%
P-glycoprotein substrate	-	0.9274	92.74%
CYP3A4 substrate	+	0.5434	54.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.9356	93.56%
CYP2C9 inhibition	-	0.8986	89.86%
CYP2C19 inhibition	-	0.9228	92.28%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	-	0.7295	72.95%
CYP inhibitory promiscuity	-	0.8383	83.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9432	94.32%
Skin irritation	-	0.8123	81.23%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7468	74.68%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7518	75.18%
skin sensitisation	-	0.8434	84.34%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6334	63.34%
Acute Oral Toxicity (c)	III	0.6236	62.36%
Estrogen receptor binding	-	0.6841	68.41%
Androgen receptor binding	+	0.6256	62.56%
Thyroid receptor binding	-	0.6182	61.82%
Glucocorticoid receptor binding	-	0.5765	57.65%
Aromatase binding	-	0.5120	51.20%
PPAR gamma	+	0.5811	58.11%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.7174	71.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.75%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.57%	94.23%
CHEMBL2581	P07339	Cathepsin D	87.07%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.01%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.88%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.57%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.15%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.33%	94.08%

Plants that contains it

• Prunus cerasus

Cross-Links

• PubChem: 72830143
• LOTUS: LTS0272200
• wikiData: Q104985700